Grayson Square Real Estate

Welcome to Grayson Square, a charming subdivision nestled in the heart of Winter Park, Florida, within the picturesque Seminole County. This delightful community is known for its serene atmosphere, friendly neighbors, and beautiful surroundings, making it the perfect place to call home.

Grayson Square boasts a mix of modern and traditional architectural styles, offering a variety of housing options to suit every lifestyle. Whether you’re searching for a cozy single-family home or a spacious townhome, you’ll find a residence that feels just right. The meticulously landscaped streets, lined with lush trees and vibrant gardens, create an inviting ambiance that encourages evening strolls and friendly conversations with neighbors.

One of the standout features of Grayson Square is its proximity to some of Winter Park's finest amenities. Residents enjoy easy access to top-rated schools, local parks, and a plethora of shopping and dining options. The historic downtown area, known for its charming boutiques and delightful restaurants, is just a short drive away, providing endless opportunities for entertainment and leisure.

For outdoor enthusiasts, Grayson Square is conveniently located near scenic lakes and nature trails, perfect for hiking, biking, or simply enjoying a sunny Florida day. The community’s commitment to fostering a friendly and active lifestyle is evident in its organized events and gatherings, which bring neighbors together and create lasting connections.

If you’re looking for a vibrant community that combines the best of suburban tranquility with urban convenience, Grayson Square in Winter Park is the ideal destination. Come experience the charm and warmth of this wonderful neighborhood – your dream home awaits!

Newest Listings in Grayson Square

$399,000

3 Beds ⋅ 3 Baths ⋅ O6426457 MLS ⋅ 2033 BLDG.

Step into this beautifully designed townhome featuring an open-concept kitchen, dining, and living area—perfect for everyday living and entertaining. The modern kitchen boasts stainless steel appliances, gray cabinetry, and quartz countertops. Upstairs, the spacious primary suite offers a walk-in closet and a private in-suite bath with dual quartz vanities, while two additional bedrooms, a full bath, and a convenient laundry closet complete the second floor. Relax on the covered lanai and enjoy the privacy of this home's cul-de-sac location. The HOA includes landscaping, exterior maintenance and repairs, high-speed internet, and access to the gated community, providing low-maintenance living. With no CDD, this home is an excellent option for both homeowners and investors. Ideally located in highly desirable Winter Park, Grayson Square is just minutes from SR-436, SR-434, and SR-417, with Publix, Starbucks, shopping, dining, and top-rated Seminole County schools nearby. Park Avenue is only a short drive away, making this home the perfect combination of convenience, comfort, and value.

2033 Canny Cove, Winter Park

$425,000

3 Beds ⋅ 3 Baths ⋅ G5112476 MLS ⋅ 7 BLDG.

Welcome to Grayson Square at Winter Park by Pulte Homes. This interior Springdale II two-story townhome has no direct rear neighbors, features 3 bedrooms, 2 full bathrooms, a powder room, single-car garage, a covered rear lanai, washer, dryer, refrigerator, and window blinds. The spacious first floor with over 9' ceilings is ideal for entertaining, featuring an open concept gathering room, cafe and kitchen equipped with a pantry, bright white cabinetry, white subway ceramic tile backsplash, Lyra quartz countertops, and durable ceramic tile flooring, and a powder room. After a long day, retreat upstairs to your private oasis. The Owner's Suite features a spacious walk-in closet and ensuite bathroom with double sink, quartz-topped vanity, linen closet, a private water closet and walk-in glass framed shower. Offering privacy and space for everyone, two additional bedrooms, the secondary bathroom and laundry are also on the second floor. Professionally curated design selections for this popular Springdale II townhome include designer cabinets with crown molding, quartz countertops, oversized ceramic tile flooring covering the first floor living areas and bathrooms, a washer, dryer, refrigerator, and blinds, soft, stain-resistant Shaw carpet in the bedrooms and second floor living areas and so much more! Grayson Square is an intimate gated luxury townhome community located minutes away from downtown Winter Park, right off of Howell Branch Road! Grayson Square is a low-maintenance neighborhood with gated access, a pond, no rear neighbors, a resort-style community pool with cabana,1GM high-speed fiber optic internet, along with 75 streaming cable and music channels, ground maintenance - all with no CDD. Boasting an unbeatable location in coveted Winter Park, just one mile from 436, 434, and less than 3 miles from 417, your like-new home at Grayson Square offers all of your daily conveniences, such as Starbucks and Publix, just minutes away! Plus, you'll have access to quality Seminole County schools. When it's time for a change of pace, you'll love your proximity to the famous shopping and dining of Park Avenue. Make Grayson Square at Winter Park your new address today!

1995 Canny Cove, Winter Park

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